San Jose Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top San Jose Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Opta Coliving
Punta Carretas
CA $1,534
per person
Nov 14 - Nov 22
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Montevideo (MVD)
9.2/10 Wonderful! (218 reviews)
The location is great, the staff is helpful, and the amenities are good. They came daily to make our bed and freshen up the bathroom. However, they did not give us additional toilet paper when we ran low and there were no face towels for washing.
Reviewed on Aug 28, 2026
Sofitel Montevideo Casino Carrasco and Spa
Carrasco
CA $2,274
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Montevideo (MVD)
9.2/10 Wonderful! (667 reviews)
The place is close to the airport and within walking distance to fine resturants, cafe, shops in a quite upscale neighborhood. You can enjoy a walk infront of the hotel is a beach with boardwalk Also close to a shopping mall.
Reviewed on Aug 24, 2026
Regency Park Hotel
CA $1,635
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Montevideo (MVD)
8.8/10 Excellent! (249 reviews)
Has heated indoor pool and hot tub. Breakfast was typical South American buffet with fruits, yogurt, breads,cereals, eggs, and small sausage links. Billiard table on 2nd floor. My only upgraded that in my opinion is the shower/bathtub should be converted to walk in shower. I slipped getting out and hurt myself pretty good.
Reviewed on Jul 28, 2026
San Jose Hotel Deals
Dazzler by Wyndham Montevideo
21 de Setiembre 2752 Montevideo
Fully refundableReserve now, pay when you stay
CA $148
CA $150 total
Sep 13 - Sep 14
Hotel Montevideo - Leading Hotels of the World
2905 José Benito Lamas Montevideo
Fully refundableReserve now, pay when you stay
CA $256
CA $259 total
Sep 7 - Sep 8
9.6/10 Exceptional! (571 reviews)
"This hotel is absolutely stunning! It added such a great vibe for my stay in Montevideo. Perfect location, great bar and vibe!"
Reviewed on Aug 30, 2026
Costanero Hotel Montevideo - MGallery Collection
Rambla Republica del Peru 1371 Montevideo
Fully refundableReserve now, pay when you stay
CA $243
CA $246 total
Sep 4 - Sep 5
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
How much does a San Jose vacation package cost?
Tailor make your San Jose package from as little as CA $1,414. Pick from any combination of rental cars, flights and hotels to build the trip you've been dreaming about. Don't forget to add on one or two experiences!
How do I get a cheap travel package to San Jose?
Bundle your flights and hotels with Expedia to save big on your next trip. With more than 550 partner airlines and 1,000,000 hotels around the globe, your San Jose vacation package can be tailored exactly to suit your budget. With all that extra money, why not include one or more awesome tours and activities? It's an easy way to unlock even more savings. That dream vacation to San Jose is much closer than you thought!
How far in advance should I book my San Jose vacation?
Browse Expedia to compare international airfares as soon as possible. You can generally purchase a ticket up to a year in advance. If you don't see your preferred air carrier, or you've left things to the last moment, don't worry. Cheap tickets to San Jose sometimes occur within weeks of departure.
What does an Expedia San Jose travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to create your ideal San Jose travel package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget — the more you bundle, the more you'll save!
What should I know before booking a San Jose travel package?
A travel package can be customized for your circumstances and is a fantastic way to make your budget go further. What you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a San Jose Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to choose. We have access to more than 550 airline partners all over the world, so you have lots of choice when creating your San Jose trip.
If I'm not able to travel, can I cancel my San Jose vacation package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.
Stay near popular San Jose attractions
Bartolome Maccio Theater
You can get tickets for a performance at Bartolome Maccio Theater during your stay in San Jose de Mayo. Take in the theater scene while you're in the area.
Kartodromo Luis Pedro Serra
You can take time to visit Kartodromo Luis Pedro Serra during your travels to San Jose de Mayo. Take in the theater scene while you're in the area.
What to do in San Jose
Santa Rosa Winery Tour and Grand Cava Tasting
CA $60
per adult
Montevideo Bodega Santa Rosa : tour - Tasting - Lunch
CA $36
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
